13388-33-5

Usage

Uses

Used in Colorant Industry:
2-Vinylanthraquinone is used as a colorant for its distinctive yellowish-orange hue, providing a vibrant color to various products.
Used in Dye and Pigment Synthesis:
2-Vinylanthraquinone serves as a precursor in the synthesis of dyes and pigments, contributing to the development of a wide range of colorants for different applications.
Used in Photoconductor Manufacturing:
In the electronics industry, 2-Vinylanthraquinone is utilized in the manufacturing of photoconductors, which are essential components in devices such as photocopiers and laser printers.
Used in Photoinitiators for Polymerization:
2-Vinylanthraquinone is employed as a photoinitiator in polymerization processes, facilitating the formation of polymers under the influence of light, which is crucial in the production of various materials.
Used in Pharmaceutical Industry:
2-Vinylanthraquinone has potential applications in the pharmaceutical sector, particularly in the development of antitumor and antibacterial agents, due to its unique chemical structure and properties.
However, it is important to handle 2-Vinylanthraquinone with care, as it can be harmful if swallowed, inhaled, or absorbed through the skin, and may cause skin and eye irritation. Proper safety measures should be taken during its use and handling to minimize potential risks.

Upstream product

• 51541-71-0 3-(9,10-dioxo-9,10-dihydro-[2]anthryl)-acrylic acid 
• 92964-76-6 2-(1-hydroxyethyl)-9,10-anthraquinone 
• 10566-32-2 2-iodo-anthraquinone 
• 45152-58-7 tri-tert-butyl(ethenyl)stannane 
• 93989-43-6 2-(1-bromoethyl)anthraquinone 
• 117-79-3 2-aminoanthraquinone 
• 2554-06-5 2,4,6,8-tetramethyl-2,4,6,8-tetravinyl-cyclotetrasiloxane 
• 572-83-8 2-bromoanthracene-9,10-dione 
• 75927-49-0 pinacol vinylboronate 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 75-05-8 acetonitrile 
• 10273-60-6 2-(1-oxoethyl)-anthraquinone 
• 10210-32-9 2-acetylanthracene 
• 93655-37-9 1-(9,10-dioxo-9,10-dihydroanthracen-2-yl)ethyl acetate 

Downstream Products

• 736998-56-4 2-vinyl-9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene 
• 1612793-07-3 2-vinyl-11,11,12,12-tetracyanoanthraquinodimethane 

Relevant academic research and scientific papers

PolyTCAQ in organic batteries: Enhanced capacity at constant cell potential using two-electron-redox-reactions

The application of polymers bearing tetracyano-9,10-anthraquinonedimethane (TCAQ) units as electrode materials in organic batteries enables one narrow charge discharge plateau due to the one two-electron-redox-reaction of the TCAQ core. Li-organic batteries manufactured with this polymer display repeatable charge-discharge characteristics associated with a capacity of 156 mA h g -1 and a material activity of 97%.

Aqueous electrochemistry of poly(vinylanthraquinone) for anode-active materials in high-density and rechargeable polymer/air batteries

A layer of poly(2-vinylanthraquinone) on current collectors underwent reversible electrode reaction at -0.82 V vs Ag/AgCl in an aqueous electrolyte. A repeatable charging/discharging cycles with a redox capacity comparable to the formula weight-based theoretical density at the negative potential suggested that all of the anthraquinone pendants in the layer was redox-active, that electroneutralization by an electrolyte cation was accomplished throughout the polymer layer, and that the layer stayed on the current collector without exfoliation or dissolution into the electrolyte during the electrolysis. The charging/discharging behavior of the polymer layer in the aqueous electrolyte revealed the capability of undergoing electrochemistry even in the nonsolvent of the pendant group, which offered insight into the nature of the anthraquinone pendants populated on the aliphatic chain. Charging/discharging capability of air batteries was accomplished by using the polymer layer as an organic anode-active material. A test cell fabricated using the conventional MnO 2/C cathode catalyst exhibited a discharging voltage at 0.63 V corresponding to their potential gap and a charging/discharging cycle of more than 500 cycles without loss of the capacity.

Poly[N-(10-oxo-2-vinylanthracen-9(10H)-ylidene)cyanamide] as a novel cathode material for li-organic batteries

Redox-active polymers draw significant attention as active material in secondary batteries during the last decade. A new anthraquinone-based redox-active monomer was designed, which electrochemical behavior was tailored by mono-modification of one keto group. The monomer exhibits two one-electron redox reactions and has a low molar mass, resulting in a high theoretical capacity of 207 mAh/g. The polymerization of the monomer was optimized by variation of solvent and initiator. Moreover, the electrochemical behavior was studied using cyclic voltammetry and the polymer was used as active material in a composite electrode in lithium organic batteries. The polymer reveals a cell potential of 2.3 V and a promising capacity of 137 mAh/g. During the first 100 cycles, the capacity drops to 85% of the initial value. The influence of the charging speed on the charging/discharging properties of the batteries was further investigated.

Tetracyanoanthraquinodimethane polymers and use thereof

Novel tetracyanoanthraquinodimethane polymers and use thereof. The problem addressed was that of providing novel polymers which are preparable with a low level of complexity, with the possibility of controlled influence on the physicochemical properties thereof within wide limits in the course of synthesis, and which are usable as active media in electrical charge storage elements for high storage capacity, long lifetime and stable charging/discharging plateaus. Tetracyanoanthraquinodimethane polymers consisting of an oligomeric or polymeric compound of the general formula I have been found.

Enantioselective, Catalytic Vicinal Difluorination of Alkenes

The enantioselective, catalytic vicinal difluorination of alkenes is reported by II/IIII catalysis using a novel, C2-symmetric resorcinol derivative. Catalyst turnover via in situ generation of an ArIIIIF2 species is enabled by Selectfluor oxidation and addition of an inexpensive HF–amine complex. The HF:amine ratio employed in this process provides a handle for regioselective orthogonality as a function of Br?nsted acidity. Selectivity reversal from the 1,1-difluorination pathway (geminal) to the desired 1,2-difluorination (vicinal) is disclosed (>20:1 in both directions). Validation with electron deficient styrenes facilitates generation of chiral bioisosteres of the venerable CF3 unit that is pervasive in drug discovery (20 examples, up to 94:06 e.r.). An achiral variant of the reaction is also presented using p-TolI (up to >95 % yield).

NOVEL 9,10-BIS(1,3-DITHIOL-2-YLIDENE)-9,10-DIHYDROANTHRACENE POLYMERS AND USE THEREOF

The problem addressed was that of providing novel polymers which are preparable with a low level of complexity, with the possibility of controlled influence on the physicochemical properties thereof within wide limits in the course of synthesis, and which are usable as active media in electrical charge storage elements for high storage capacity, long lifetime and stable charging/discharging plateaus. 9,10-Bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene polymers consisting of an oligomeric or polymeric compound of the general formula I have been found.

Photo-ritter reaction of arylmethyl bromides in acetonitrile

The photo-Ritter reaction of five arylmethyl bromides can occur in acetonitrile to give acetamides. The intermediates, carbocations, which are formed from subsequent electron transfer between the radical pairs generated from initial homolytic cleavage of the C-Br bond, are trapped by acetonitrile, and subsequent hydrolysis generates the corresponding acetamides. Taylor & Francis Group, LLC.

Synthesis and electron-donor ability of the first conjugated π-extended tetrathiafulvalene dimers

A series of novel conjugated homo (16a,b) and heterodimers (20) of π-extended tetrathiafulvalenes with p-quinodimethane structures (exTTFs) linked by a conjugative vinyl spacer have been prepared by olefination Wittig-Horner reaction from the corresponding quinones (14, 19) and phosphonates (15a,b). The redox properties, determined by cyclic voltammetry, reveal a strong donor character and the presence of only one four-electron oxidation wave to form the tetracation species at oxidation potential values quite similar to those found for the related monomers. Theoretical calculations (PM3) show a planar central stilbene moiety and highly distorted exTTF units. The electronic spectra support as well as the electrochemical data and theoretical calculation the lack of significant communication between the exTTF units.